تفاعل #158337

معادلة التفاعل

ammonium chloride

Methylmagnesium bromide

1-(3,4-dichlorophenyl)-6-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hex-5-yn-1-one

Methylmagnesium bromide

→

title compound

2-(3,4-dichlorophenyl)-7-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hept-6-yn-2-ol

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   درجة الحرارةcooling
3. 3
   workup.STIRRINGthe mixture was stirred for 15 min under ice-
4. 4
   درجة الحرارةcooling
5. 5
   استخلاصthe mixture was extracted with ethyl acetate
6. 6
   غسيلThe extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
7. 7
   تجفيفdried over anhydrous sodium sulfate
8. 8
   أخرىthe solvent was evaporated under reduced pressure
9. 9
   أخرىThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

الإجراء التجريبي

Methylmagnesium bromide (12% THF solution, 550 μL) was added to a mixture of 1-(3,4-dichlorophenyl)-6-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hex-5-yn-1-one (198 mg) in THF (5 mL) under ice-cooling, and the mixture was stirred at room temperature for 30 min. Methylmagnesium bromide (12% THF solution, 550 μL) was added to the reaction mixture under ice-cooling, and the mixture was stirred for 15 min under ice-cooling. Saturated aqueous ammonium chloride solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (177 mg).

المصدر